Conformation of six fentanyls revisited

Molecular dynamics of fentanyl bound to μ-opioid receptor

“…On the other hand, fentanyl has only one more structural element able to participate in hydrogen bonding (C=O), compared to phenolic and hydroxy -OH and ether -Ogroups of morphine. Fentanyl is also relatively highly flexible, with its seven more or less rotatable bonds (neglecting the CH 3 rotations and possibility for the piperidine ring conformation flips), while morphine is essentially rigid [25][26][27][28].…”

Interpol review of controlled substances 2016–2019

“…Fentanyl Derivatives: 2016 Conformation of fentanyl and its five derivatives using the IEF-PCM and SMD [ 1010 ]; 2017 GC-MS, QTOF-MS, MALDI-Orbitrap-MS, NMR and IR for confirmation of the presence of acrylfentanyl in seized material [ 1011 ]; identification of acrylfentanyl in powder from a seized capsule, analyses by QTOF-MS, MALDI-Orbitrap-MS, NMR and IR [ 1011 ]; discussion of the characteristics of the Swedish drug market for fentanyl-analogues in general and acrylfentanyl in particular and acrylfentanyl related deaths between April and October 2016 [ 1012 ]; review of chemical properties and the synthetic routes, analytical methodologies for the identification of acrylfentanyl, as well as the limited information on the biological properties [ 1013 ]; characterization of b cis and trans isomers of 3-methylfentanyl and its three analogues by GC/MS, LC/MS and NMR [ 1014 ]; GC/MS and LC/MS/MS detection of ocfentanil in heroin purchased off the dark web [ 1015 ]; 2018 review of Ocfentanil and Carfentanil [ 1016 ]; identification and characterization of fentanyl derivative N-(1-(2-fluorophenethyl)-4-piperidinyl)-N-(2-fluorophenyl)propionamide (2,2-difluorofentanyl) by HPLC-QTOF-MS, GC-MS, FTIR and NMR [ 1017 ]; review of various formulations of fentanyl, properties of fentanyl and its derivatives, and toxicity [ 1018 ]; review of fentanyl derivatives and uses [ 1019 ];…”

Accurate prediction of terahertz spectra of molecular crystals of fentanyl and its analogs

“…In order to accurately describe long-distance dispersion interactions for organic molecular solids, we have decided to apply Grimme’s PBEh-3c method 46 , based on corrected Perdew-Burke-Ernzerhoff (PBE) 47 hybrid generalized-gradient-approximation functional. Conformational analyses of fentanyl and its analogs ohmefentanyl 48 – 50 , 3-methylfentanyl 49 , BIYTAF 48 , sufentanil 48 , and alfentanil 48 , 51 have been studied previously in different groups by molecular dynamics and molecular docking to understand the docking site of fentanyl analogs to μ-opioid receptor and by DFT calculations to understand stable conformations in gas and aqueous phase. To the best of our knowledge, this is the first time THz spectra of fentanyl and its analogs in solid state had been predicted by DFT calculation.…”